Asymmetric 1,3-dipolar cycloaddition with a P-stereogenic dipolarophile: An efficient approach to novel P-stereogenic 1,2-diphosphine systems

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Authors

  • Nikolai Vinokurov
  • K. Michał Pietrusiewicz
  • Sławomir Frynas
  • Michael Wiebcke
  • Holger Butenschön

External Research Organisations

  • Maria Curie-Skodowska University
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Details

Original languageEnglish
Pages (from-to)5408-5410
Number of pages3
JournalChemical Communications
Issue number42
Publication statusPublished - 2008

Abstract

The asymmetric 1,3-dipolar cycloaddition of the P-stereogenic dipolarophile (SP,SP)-6 to C,N-diphenylnitrone (7) led to previously unknown P-stereogenic isoxazolinyl diphosphine dioxides (RP,S P)-8 in enantio- and diastereomerically pure form; their stereospecific reduction with Ti(OiPr)4/PMHS proceeds in high yield with retention of configuration at the phosphorus atoms to give enantio- and diastereomerically pure diphosphines, which are conveniently purified via the corresponding diphosphine-diboranes.

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Asymmetric 1,3-dipolar cycloaddition with a P-stereogenic dipolarophile: An efficient approach to novel P-stereogenic 1,2-diphosphine systems. / Vinokurov, Nikolai; Pietrusiewicz, K. Michał; Frynas, Sławomir et al.
In: Chemical Communications, No. 42, 2008, p. 5408-5410.

Research output: Contribution to journalArticleResearchpeer review

Vinokurov, Nikolai ; Pietrusiewicz, K. Michał ; Frynas, Sławomir et al. / Asymmetric 1,3-dipolar cycloaddition with a P-stereogenic dipolarophile : An efficient approach to novel P-stereogenic 1,2-diphosphine systems. In: Chemical Communications. 2008 ; No. 42. pp. 5408-5410.
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abstract = "The asymmetric 1,3-dipolar cycloaddition of the P-stereogenic dipolarophile (SP,SP)-6 to C,N-diphenylnitrone (7) led to previously unknown P-stereogenic isoxazolinyl diphosphine dioxides (RP,S P)-8 in enantio- and diastereomerically pure form; their stereospecific reduction with Ti(OiPr)4/PMHS proceeds in high yield with retention of configuration at the phosphorus atoms to give enantio- and diastereomerically pure diphosphines, which are conveniently purified via the corresponding diphosphine-diboranes.",
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AU - Wiebcke, Michael

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